Pharmaceutical product



' 1'0 peutical coeificient.

Patented Apr. 24, 1928.

UNITED, STATES:

rMENr; oFrlcE.

wamnn SCHOELLER, ADOLF FELDT, max ennaxnmnn union iaomawann'r, or

BERLIN, GERMANY, ASSIGNORS r rum: cnnmscnn rnnnrx aur norms (vomr.

E. SCH ZEIR'ITIS'I'G), OFBERLIN, GERMANY.

' rna'mcnur'rchr. rnonuc'r.

No Drawing. Original'applieatlon filed May 9, 1925, Serial seesaw, and in Germany June a, 1924. Divided and this application filed June 1, 1928. Serial No. 118,078.

Our invention refers to pharmaceutical products and more especially to products ob-.'

tained from amino metal mercapto benzene compounds; it further refers to the methods 5 of making such products. The new prod: nets are distinguished from the amino metal mercapto benzene compounds by a greater stability of the watery solutions of their salts and by a more favorable chemo-theracausing phosgen or a phosgen'substitute ,to act on the amino metal mercapto benzene sulfonic acid compounds or their salts.

If phosgen or a phosgen substitute is ems l a i as precipitatedwlth alcohol. This salt is a K ployed for acylisation, there are obtained products in which two equal benzene amino radicals are connected by the acyl of carbon dioxide to form a symmetrical urea compound according to the formula I S- Me I .u-sm-Y Nn I NH .u-somr wherein Ar is a benzene nucleus, Me a heavy metal, Y hydrogen or a metal, more especially an alkali forming metal.

pounds the metal forms part of a complex' compound and cannot be traced by 0 means of the usual precipitating agents.

i eially sodium salts, by subcutaneous or intravenous in'ection. In pro ucing' the new compoundsaccording to the present invention we preferably proceed as follows:

Ewmaple.4,2 parts of 4-amino-2-aur'o mercapto benzene-l-sulfonic sodium are dis-fl We obtainQthem by f The new products are not easily soluble in water as acids, but easily soluble therein The new products are preferably used in the'form of their soluble salts, more espesolved 40 parts of water and phosgen is introduced until no'further'diazo reaction occurs. There is thus separated out the urea of the 4-amino-2-auro mercapto benzene-L. sulfonicacid, which is sucked oil", well rinsed, dissolved in 'dilute caustic soda solution,

whereupon the sodium salt 55 SOuNa S7085 SAu Au q We wish it to be understood that we do not .desire to be limited .to the exact substances,"proportions,j conditions and sequence 7 of operations abovedescribed for obvious modifications will occur to a person skilled in the art,

In the appended claims the term acid is designed to-include also'the soluble salts. of 7 the respective acids.

. We claim 1'. As a new product, the. derivative of an, amino metal benzene compound correspond ing to the form'ula 1 1 f i 8-Me I u-sol-r wherein Ar isj'a benzene nucleus, Me is a heavy metal, Y is h drogen or a metal, more especiall an alkali metal, such product as van acid 'ssolving only with difliculty, as an: 5 alkali saltreadily in water and. having a. 7 therapeuticaleflect more especially in caused by spirochaetes.

2. As anew the y et ic '-(1 neta-mercapto benzene ct the sodium f para-sulfonic acid) urea corresponding to the formula Sol-Na 5 S. Au

I E11 10 O NH s. Au 15 such compound being yellow colored and dissolving readily in Water.

3. The method of producing new derivatives of amino metal mercapto compounds, 20

consisting in acting on an amino metal mercapto benzene sulfonic acid with phosgen.

4. The method of producing new derivatlves ofamino metal mercapto compoundsx conslstlng 1n acting on 4-amino-2-auro mar-2 capto benzene-l-sulfonic acid with phosgen.

In testimony whereof we aflix our signatures.

WALTER SCHOELLER. ADOLF FELDT.

MAX GEHRKE.

ERICH BORGWARDT. 

